Synthesis, spectroscopic, and electrochemical properties of two dyads consisted of tetrathiafulvalene and carbazole |
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Authors: | Guoqiao Lai Yibo Liu Meijiang Li Yongjia Shen |
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Affiliation: | (1) Key Lab of Organosilicon Chemistry and Material Technology of Ministry of Education, Hangzhou Normal University, Hangzhou, 310012, China;(2) Laboratory for Advanced Materials and Institute of Fine Chemicals, East China University of Science & Technology, Shanghai, 200237, China |
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Abstract: | Two donor-σ-acceptor molecules containing tetrathiafulvalene (TTF) and carbazole moieties were synthesized by the reaction of 9-(4-bromo-butyl)-carbazole (1) with 2,6-bis(hexylthio)-3-(2-cyanoethylthio)-7- (methylthio)-tetrathiafulvalene (2) or 2,6-bis(2-cyanoethylthio)-3, 7-bis(methylthio)tetrathiafulvalene (3) in the presence of CsOH·H2O, respectively. The structures of the molecules were characterized by 1H NMR, 13C NMR, MS, and elemental analyses. They showed negligible intramolecular charge-transfer interaction in their ground states as indicated by their UV-Vis spectroscopics and cyclic voltammetry results. Compared with carbazole, their fluorescence was strongly quenched, which implied that a photo induced electron transfer (PET) interaction between TTF and carbazole moieties occurred. |
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Keywords: | donor-σ -acceptor molecule intramolecular charge transfer interaction photo induced electron transfer tetrathiafulvalene carbazole |
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